3-(2-Nitroethyl)-1h-indole

Base Information

• Chemical Name: 3-(2-Nitroethyl)-1h-indole
• CAS No.: 31731-23-4
• Molecular Formula: C10H10 N2 O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• NSC Number: 63824
• DSSTox Substance ID: DTXSID80289770
• Nikkaji Number: J2.170.226I
• Wikidata: Q82027235
• Mol file: 31731-23-4.mol

Synonyms:3-(2-nitroethyl)-1h-indole;31731-23-4;3-(2-NITROETHYL)INDOLE;NSC63824;NCIOpen2_000170;SCHEMBL2187283;DTXSID80289770;NSC-63824;AKOS006274530;FT-0691886;EN300-1830774

Chemical Property of 3-(2-Nitroethyl)-1h-indole

Chemical Property:

• Vapor Pressure: 7.53E-07mmHg at 25°C
• Boiling Point: 407.5°Cat760mmHg
• Flash Point: 200.2°C
• PSA: 61.61000
• Density: 1.289g/cm³
• LogP: 2.51030
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

99% ^*data from raw suppliers

3-(2-NITROETHYL)INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)CC[N+](=O)[O-]

Technology Process of 3-(2-Nitroethyl)-1h-indole

There total 21 articles about 3-(2-Nitroethyl)-1h-indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

3-[(E)-2-nitroeth-1-enyl]-1H-indole (3156-51-2,51870-94-1) → 3-(2-nitroethyl)indole (31731-23-4)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.3390/md11051427

Reference yield: 95.0%

3-(2-nitroethenyl)-1H-indole (3156-51-2) → 3-(2-nitroethyl)indole (31731-23-4)

Guidance literature:

With formic acid; C₁₉H₂₆ClIrN₃O⁽¹⁺⁾*Cl^(1-); In water; at 80 ℃; chemoselective reaction;

DOI:10.1039/d1gc01907d

Reference yield: 87.0%

3-[(E)-2-nitroeth-1-enyl]-1H-indole (3156-51-2,51870-94-1) → 3-(2-nitroethyl)indole (31731-23-4) + C20H18N4O4

Guidance literature:

With sodium trimethoxyborohydride; In tetrahydrofuran; for 0.333333h; Yields of byproduct given; pH=6;

upstream raw materials:

indole

1-nitroethylene

1-(1H-indol-3-yl)-N,N-dimethylmethanamine oxide

nitromethane

Downstream raw materials:

tryptamine

indole-3-acetonitrile

(1H-Indol-3-yl)acetaldehyde oxime

N-tosyl tryptamine

Refernces

• 1、 Noland,Hartman. "-". . p. 3227. Retrieved 1954.
• 2、 Chen, Yang,Liu, Changmeng,Xu, Dong,Xu, Jiaxi,Yang, Zhanhui. "Iridium-catalyzed highly chemoselective and efficient reduction of nitroalkenes to nitroalkanes in water". supporting information. p. 6050 - 6058. Retrieved 2021/08/23.
• 3、 -. "Indole derivative and uses thereof". Paragraph 0200; 0201. . Retrieved 2017/09/01.